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Frequently Asked Questions

Why Chicago Group Travel?

We know how hard it is to plan international travel with friends especially when the trip is a month long. Between different work schedules, not everyone having the ability to work remotely, budgets, and personalities, it can be frustrating to try and organize a trip with multiple people. 
 
Chicago Group Travel allows you to travel with a group of fellow Chicagoans without the pressure of having to plan and find friends to travel with. 
 
Chicago Group Travel allows you to travel with a group of fun people, of a similar age, without the pressure of having to plan the trip and find friends that will go with you. You can spend the whole day by yourself and still have people to get dinner with at the end of the day. Or you can spend the day working and interacting with new friends. 
 
We also create something very special that money can’t buy – friendship – something you often miss out on when you travel independently.

What do people do in the evenings?

We work the program so that travelers get the most out of their experience. One of the best parts about taking a group trip is that you’ll be traveling with a group of fun people! Going on a trip with us means you'll be traveling with a group of people, around your age, mostly from Chicago, and open to meeting new people, trying new things, and exploring a new country. Every trip is different but in general our travel groups enjoy having friends to have dinner with, explore the town, hit the beach, surf, and go on weekend adventures! 
 
We always have a list of significant places and attractions that you can visit.

What are Accommodations like?

We choose the best neighborhoods for our travels with comfortable housing. You will be provided your own room in a house/apartment that you'll share with 1-4 others from your program. All travelers will be provided with a nearby co-working space that is equipped with desks, high speed internet, and plenty of opportunities to network with like minded individuals!

How do the trips work?

Taking a trip with Chicago Travel Group means you’re taking the hassle out of travel. We take care of your accommodations, a shared office to work from, planning optional weekend trips, to tiny niggly things like making sure there is Wi-Fi. Trips are all located at a central house “home base” so you won’t have to pack your bags every week! From our “home base” groups are provided with optional weekend trips to explore other parts of what the country has to offer!

Where will I be working from?

The short answer is paradise, the long answer is wherever you want! All travelers will be provided with a clean co-working space that is equipped with desks, high speed internet, printers and plenty of opportunities to network with like minded individuals! As an added bonus coworking helps facilitate the sharing of ideas and/or experiences among remote professionals.

Can I opt out of Activities?

Of course! This is your trip, you don’t have to participate in anything you don’t want to.

I’m in, What do I do now?

Once you've decided which trip you want to join, click the "apply" button on the trip page and submit an application and put in a deposit. Chicago Group Travel will review the application within a week to ensure everyone is a good fit. If you're not a good fit, we will refund all of your money.

Still have questions? Get in touch with our all-star customer service team.